TRISPHAT

 ( Organophosphates ) 

TRISPHAT (full name tris(tetrachlorocatecholato)phosphate(1−)) is an inorganic anion with the formula often prepared as the tributylammonium () or tetrabutylammonium ( salt. The anion features phosphorus(V) bonded to three tetrachlorocatecholate () . This anion can be resolved into the axial chirality , which are optically stable (the picture shows the Δ enantiomer).

The TRISPHAT anion has been used as a chiral shift reagent for . It improves the resolution of Proton NMR spectra by forming diastereomeric ion pairs.

---

Preparation The anion is prepared by treatment of phosphorus pentachloride with tetrachlorocatechol followed by a tertiary amine gives the anion:

PCl₅ + 3 C₆Cl₄(OH)₂ → HP(O₂C₆Cl₄)₃ + 5 HCl

HP(O₂C₆Cl₄)₃ + Bu₃N → Bu₃NH⁺ P(O₂C₆Cl₄)₃⁻

Using a chiral amine, the anion can be readily resolved.

Post Comment